Dibutyl-(3-{4-[2-(5-methyl-benzothiazol-2-yl)-vinyl]-phenoxy}-propyl)-amine hydrochloride

ID: ALA1202645

PubChem CID: 14146373

Max Phase: Preclinical

Molecular Formula: C27H37ClN2OS

Molecular Weight: 436.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)CCCOc1ccc(/C=C/c2nc3cc(C)ccc3s2)cc1.Cl

Standard InChI:  InChI=1S/C27H36N2OS.ClH/c1-4-6-17-29(18-7-5-2)19-8-20-30-24-13-10-23(11-14-24)12-16-27-28-25-21-22(3)9-15-26(25)31-27;/h9-16,21H,4-8,17-20H2,1-3H3;1H/b16-12+;

Standard InChI Key:  WSJVUJBCYDKZBG-CLNHMMGSSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
   22.2897    0.1962    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.4889    4.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2890    4.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5552    2.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0545    2.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3208    1.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0855    0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3503   -1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1150   -2.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5272   -3.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8201    1.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8519   -1.1920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3512   -1.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6160   -2.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1161   -2.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -1.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560    1.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0866    0.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5865    0.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
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 20 21  1  0
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 28 29  2  0
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 30 21  1  0
 18 31  1  0
 31 32  2  0
 32 15  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 436.67

Molecular Weight (Monoisotopic): 436.2548

AlogP: 7.45

#Rotatable Bonds: 13

Polar Surface Area: 25.36

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 7.76

CX LogD: 4.92

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: -1.29

References

1. Sanfilippo PJ, Urbanski M, Press JB, Hajos ZG, Shriver DA, Scott CK..  (1988)  Synthesis of (aryloxy)alkylamines. 1. Novel antisecretory agents with H+K+-ATPase inhibitory activity.,  31  (9): [PMID:2842503] [10.1021/jm00117a018]

Source

Source(1):

• Scientific Literature